EP0708076A3 - Process for the dinitration of aromatic compounds - Google Patents

Process for the dinitration of aromatic compounds Download PDF

Info

Publication number
EP0708076A3
EP0708076A3 EP95115901A EP95115901A EP0708076A3 EP 0708076 A3 EP0708076 A3 EP 0708076A3 EP 95115901 A EP95115901 A EP 95115901A EP 95115901 A EP95115901 A EP 95115901A EP 0708076 A3 EP0708076 A3 EP 0708076A3
Authority
EP
European Patent Office
Prior art keywords
emulsion
dinitration
nitronium
hno
containing solution
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP95115901A
Other languages
German (de)
French (fr)
Other versions
EP0708076A2 (en
EP0708076B1 (en
Inventor
Hans-Georg Dr. Pirkl
Reinhard Dr. Schomäcker
Uwe Klingler
Thomas Dr. Schieb
Gerhard Dr. Wiechers
Jürgen Dr. Zimmermann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP0708076A2 publication Critical patent/EP0708076A2/en
Publication of EP0708076A3 publication Critical patent/EP0708076A3/en
Application granted granted Critical
Publication of EP0708076B1 publication Critical patent/EP0708076B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/06—Compounds containing nitro groups bound to a carbon skeleton having nitro groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06—Preparation of nitro compounds
    • C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J10/00—Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor
    • B01J10/002—Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor carried out in foam, aerosol or bubbles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J14/00—Chemical processes in general for reacting liquids with liquids; Apparatus specially adapted therefor
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/0053—Details of the reactor
    • B01J19/0066—Stirrers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24—Stationary reactors without moving elements inside
    • B01J19/2415—Tubular reactors
    • B01J19/242—Tubular reactors in series
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/26—Nozzle-type reactors, i.e. the distribution of the initial reactants within the reactor is effected by their introduction or injection through nozzles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049—Controlling or regulating processes
    • B01J2219/00051—Controlling the temperature
    • B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00087—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
    • B01J2219/00103—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor in a heat exchanger separate from the reactor
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049—Controlling or regulating processes
    • B01J2219/00051—Controlling the temperature
    • B01J2219/0015—Controlling the temperature by thermal insulation means
    • B01J2219/00155—Controlling the temperature by thermal insulation means using insulating materials or refractories
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00761—Details of the reactor
    • B01J2219/00763—Baffles
    • B01J2219/00765—Baffles attached to the reactor wall
    • B01J2219/00777—Baffles attached to the reactor wall horizontal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/18—Details relating to the spatial orientation of the reactor
    • B01J2219/185—Details relating to the spatial orientation of the reactor vertical
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/19—Details relating to the geometry of the reactor
    • B01J2219/194—Details relating to the geometry of the reactor round
    • B01J2219/1941—Details relating to the geometry of the reactor round circular or disk-shaped
    • B01J2219/1943—Details relating to the geometry of the reactor round circular or disk-shaped cylindrical
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Abstract

Das kontinuierliche Verfahren zur Dinitrierung wird in einem einzigen Apparat unter adiabatischen Bedingungen in einer Emulsion als Reaktionsmedium durchgeführt, wobei in den Reaktor pro Mol aromatische Verbindung 1,3 bis 3,5 Mol HNO3 in Form einer nitroniumhaltigen Lösung dosiert werden und die zur Koaleszenz neigende Emulsion durch mehrfaches Dispergieren aufrecht erhalten wird. Beim erstmaligen Dispergieren der Flüssigkeitsströme zur Herstellung der Emulsion, das in weniger als einer Sekunde erfolgt, können mindestens 20 % der gesamten HNO3 eingesetzt werden. Vorzugsweise wird aber die nitroniumhaltige Lösung vollständig zur erstmaligen Dispergierung der beiden Phasen verwendet.The continuous process for dinitration is carried out in a single apparatus under adiabatic conditions in an emulsion as the reaction medium, 1.3 to 3.5 mol of HNO 3 in the form of a nitronium-containing solution being metered into the reactor per mole of aromatic compound, and that which tends to coalesce Emulsion is maintained by multiple dispersions. When the liquid streams are first dispersed to produce the emulsion, which is done in less than a second, at least 20% of the total HNO 3 can be used. However, the nitronium-containing solution is preferably used completely for the first-time dispersion of the two phases.

EP95115901A 1994-10-17 1995-10-09 Process for the dinitration of aromatic compounds Expired - Lifetime EP0708076B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4437047A DE4437047A1 (en) 1994-10-17 1994-10-17 Process for the dinitration of aromatic compounds
DE4437047 1994-10-17

Publications (3)

Publication Number Publication Date
EP0708076A2 EP0708076A2 (en) 1996-04-24
EP0708076A3 true EP0708076A3 (en) 2001-09-19
EP0708076B1 EP0708076B1 (en) 2003-04-23

Family

ID=6530968

Family Applications (1)

Application Number Title Priority Date Filing Date
EP95115901A Expired - Lifetime EP0708076B1 (en) 1994-10-17 1995-10-09 Process for the dinitration of aromatic compounds

Country Status (11)

Country Link
US (1) US5616818A (en)
EP (1) EP0708076B1 (en)
JP (1) JPH08208566A (en)
KR (1) KR100374757B1 (en)
CN (1) CN1059667C (en)
BR (1) BR9504424A (en)
CA (1) CA2160520A1 (en)
DE (2) DE4437047A1 (en)
ES (1) ES2196036T3 (en)
MX (1) MX195979B (en)
TW (1) TW308584B (en)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NO303281B1 (en) * 1996-08-28 1998-06-22 Norsk Hydro As Nitration system and process for nitrating aromatic compounds
PT1272268E (en) * 2000-03-02 2012-07-24 Dow Global Technologies Llc Tubular reactor, process for conducting liquid/liquid multiphase reactions in a tubular reactor, and a process for ring-nitrating aromatic compounds
WO2005005342A2 (en) * 2003-04-21 2005-01-20 Bae Systems Ordnance Systems Inc. Process for preparing high purity tnt
US20060153754A1 (en) * 2004-10-26 2006-07-13 Hauptmann Edward G Dispersion-intensified, coalescence-intensified chemical reactor and method
US7041858B1 (en) * 2005-02-09 2006-05-09 Bayer Materialscience Llc Process for the production of dinitrotoluene
DE102006022447A1 (en) * 2006-05-13 2007-11-15 Bayer Materialscience Ag Process for the coupled production of chlorine and isocyanates
DE102006033722A1 (en) * 2006-07-21 2008-01-24 Bayer Materialscience Ag Process for the preparation of dinitrotoluene
DE102008048713A1 (en) * 2008-09-24 2010-03-25 Bayer Materialscience Ag Process for the continuous production of nitrobenzene
CN102216253B (en) * 2008-11-14 2015-01-14 诺拉姆国际公司 Method for reducing the formation of by-product dinitrobenzene in the production of mononitrobenzene
BR112012004604A2 (en) * 2009-08-31 2016-04-05 Basf Se process for continuously preparing nitrated aromatics
BR112012008916B1 (en) * 2009-10-20 2021-04-06 Angus Chemical Company PROCESS TO SYNTHESIZE AT LEAST ONE NITROALKAN
DE102010006984A1 (en) * 2010-02-05 2011-08-11 Bayer MaterialScience AG, 51373 Process for the continuous production of nitrobenzene
CA2835121C (en) 2011-05-19 2015-12-29 Josef Meissner Gmbh & Co. Kg Method and apparatus for purifying nitration products
FR2975921A1 (en) * 2011-05-30 2012-12-07 Rhodia Poliamida E Especialidades Ltda INDUSTRIAL CHEMICAL REACTOR FOR THE CONTINUOUS PRODUCTION OF ALKYL ALKYLATE
KR102066764B1 (en) 2012-07-27 2020-01-15 코베스트로 도이칠란드 아게 Method for producing nitrobenzene by adiabatic nitriding
CN104487413B (en) 2012-07-27 2017-03-29 科思创德国股份有限公司 The method that Nitrobenzol is prepared by adiabatic nitration
EP2877442B1 (en) 2012-07-27 2016-11-16 Covestro Deutschland AG Method for producing nitrobenzene by adiabatic nitriding
WO2014177450A1 (en) 2013-04-29 2014-11-06 Bayer Materialscience Ag Method for producing nitrobenzene by adiabatic nitration
CN105017024B (en) * 2014-04-28 2017-03-29 山东华鸿化工有限公司 A kind of method and device for producing Nitrobenzol
DE102017110084B4 (en) 2017-02-03 2019-07-04 Josef Meissner Gmbh & Co. Kg Process and plant for the adiabatic nitration of aromatics
US10815189B2 (en) 2017-03-07 2020-10-27 Covestro Deutschland Ag Method for producing nitrobenzene
CN106824017A (en) * 2017-03-14 2017-06-13 四川泸州巨宏化工有限责任公司 Auxiliary reactor for producing methyl butynol
WO2020011817A1 (en) 2018-07-12 2020-01-16 Covestro Deutschland Ag Method for producing nitrobenzene by adiabatic nitration of benzene
WO2020021323A1 (en) * 2018-07-24 2020-01-30 Noram International Limited Nitration reactor and method
CN109382059B (en) * 2018-11-27 2024-03-22 荣成腾飞橡胶科技股份有限公司 Process and apparatus for nitration of aromatic carboxylic acid compounds in tubular reactor

Citations (3)

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Publication number Priority date Publication date Assignee Title
US5099080A (en) * 1991-03-08 1992-03-24 Olin Corporation Process for preparing dinitrotoluene
EP0597361A1 (en) * 1992-11-13 1994-05-18 Bayer Ag Process for the preparation of dinitrotoluene
DE4238390A1 (en) * 1992-11-13 1994-05-19 Bayer Ag Continuous prepn. of di:nitrotoluene isomer mixts. under mild adiabatic reaction conditions

Family Cites Families (23)

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US2256999A (en) 1939-03-08 1941-09-23 Du Pont Nitration of organic compounds
US3160669A (en) 1962-04-13 1964-12-08 Sumitomo Chemical Co Emulsion process of producing aromatic nitro compounds
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US4021498A (en) 1975-12-09 1977-05-03 American Cyanamid Company Adiabatic process for nitration of nitratable aromatic compounds
US3981935A (en) 1975-12-10 1976-09-21 E. I. Du Pont De Nemours And Company Azeotropic nitration of benzene
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Publication number Priority date Publication date Assignee Title
US5099080A (en) * 1991-03-08 1992-03-24 Olin Corporation Process for preparing dinitrotoluene
EP0597361A1 (en) * 1992-11-13 1994-05-18 Bayer Ag Process for the preparation of dinitrotoluene
DE4238390A1 (en) * 1992-11-13 1994-05-19 Bayer Ag Continuous prepn. of di:nitrotoluene isomer mixts. under mild adiabatic reaction conditions

Also Published As

Publication number Publication date
KR100374757B1 (en) 2003-06-02
CN1059667C (en) 2000-12-20
TW308584B (en) 1997-06-21
MX195979B (en) 2000-04-13
EP0708076A2 (en) 1996-04-24
EP0708076B1 (en) 2003-04-23
ES2196036T3 (en) 2003-12-16
BR9504424A (en) 1997-05-20
KR960014088A (en) 1996-05-22
JPH08208566A (en) 1996-08-13
CA2160520A1 (en) 1996-04-18
DE59510656D1 (en) 2003-05-28
CN1125723A (en) 1996-07-03
US5616818A (en) 1997-04-01
DE4437047A1 (en) 1996-04-18

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